Search Great Diamond Island Cottage Rentals from CA $172

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Great Diamond Island cottages

A two-story house with a gabled roof and a front porch.

1. 3BR Cottage Parking A Peaceful Oasis on Munjoy Hill

3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (2 reviews)
"Super clean and spacious in a walkable area. "
United States
Nell F.
The price is CA $263
CA $502 total
includes taxes & fees
Nov 17 - Nov 18
3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
A two-story house with a white exterior and a black base. There is a white staircase leading to the front door, surrounded by lush greenery and flowering plants.

2. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

4br2ba House parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (22 reviews)
"Great house! Wonderful location with so many wonderful touches to make our stay so comfortable. We would definitely stay there again."
United States
Anonymous traveller
The price is CA $423
CA $733 total
includes taxes & fees
Dec 1 - Dec 2
4br2ba House parking A Peaceful Oasis on Munjoy Hill
A two-story house with a front porch, a garage, and a well-maintained lawn.

3. Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Old Orchard Beach
9.8 out of 10, Exceptional, (100 reviews)
"Pet friendly, clean cottage in quiet neighborhood."
United States
Alejandra
The price is CA $204
CA $385 total
includes taxes & fees
Nov 12 - Nov 13
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
A pier with a building on stilts over the beach.

4. beautiful 1 bedroom cabin only 50 ft from beach

beautiful 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"Being so close to the water was great. Place was a little smaller than we typically get but sufficient and was very clean. The owner was great to communicate with and quick to respond to questions. We particularly liked the shaded patio area in front."
United States
Allan S.
The price is CA $196
CA $359 total
includes taxes & fees
Dec 6 - Dec 7
beautiful 1 bedroom cabin only 50 ft from beach
An aerial view of a coastal resort with multiple buildings, a swimming pool, and a beach.

5. Little Miss Cottages 1-4: 1BR by Everrow

Little Miss Cottages 1-4: 1BR by Everrow
Old Orchard Beach
9.4 out of 10, Exceptional, (26 reviews)
"Loved the proximity to the beach and general store. The host was very responsive, the bed was comfortable, cottage was clean and we had plenty of hot water for showers. My husband and I had a great stay and would consider booking again in the future!"
United States
Mallory P.
The price is CA $173
CA $458 total
includes taxes & fees
Nov 12 - Nov 13
Little Miss Cottages 1-4: 1BR by Everrow
A two-story house with a porch, surrounded by trees and a grassy yard.

6. Sweet comfy cottage on Small Point Road

Sweet comfy cottage on Small Point Road
Small Point
9.6 out of 10, Exceptional, (4 reviews)
"Lovely home with plenty of space and seating. Not the most comfortable of beds but we enjoyed the space. Perfect location and would love to stay again. "
United States
Liz J.
The price is CA $424
CA $753 total
includes taxes & fees
Nov 22 - Nov 23
Sweet comfy cottage on Small Point Road
A beach with people, a pier, and an American flag.

7. Sleeps 5 • 2BR • OOB • 10-min walk to Pier & Beach

Sleeps 5 • 2BR • OOB • 10-min walk to Pier & Beach
Old Orchard Beach
8.2 out of 10, Very good, (28 reviews)
"Even though the property was small it was spacious for two people especially my husband and I we had an awesome awesome week there the host was unbelievably kind the woman Kathy that clean the unit was exceptional and very very nice the neighborhood was peaceful and it was very convenient to the pier and all the shops definitely will be staying there from now on every year it was awesome"
United States
Catherine
The price is CA $224
CA $477 total
includes taxes & fees
Nov 15 - Nov 16
Sleeps 5 • 2BR • OOB • 10-min walk to Pier & Beach
A pier extending into calm waters with a building at the end.

8. Cozy one bedroom cottage, 50 feet from the beach in OOB.

Cozy one bedroom cottage, 50 feet from the beach in OOB.
Old Orchard Beach
9.8 out of 10, Exceptional, (6 reviews)
"Nice place"
United States
Brad G.
The price is CA $196
CA $359 total
includes taxes & fees
Dec 6 - Dec 7
Cozy one bedroom cottage, 50 feet from the beach in OOB.
A rustic building with a pond, stone pathway, and flower beds.

9. Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach
Old Orchard Beach
9.6 out of 10, Exceptional, (5 reviews)
"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."
United States
Chris A.
The price is CA $197
CA $343 total
includes taxes & fees
Nov 24 - Nov 25
Cheerful 1 bedroom cottage only 50ft from beach
A wooden pier with multiple pillars extending into the water.

10. Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
9.6 out of 10, Exceptional, (5 reviews)
"Great place! Loved being on the end so we only had one neighbor. No crazy list of things to do at check out was much appreciated."
United States
Mandy H.
The price is CA $197
CA $343 total
includes taxes & fees
Nov 24 - Nov 25
Attractive 1 bedroom cabin only 50 ft from beach
A two-story house with a front porch, a bench, and a well-maintained lawn.

11. Adorable 1 bedroom cabin only 50 ft from beach#1

Adorable 1 bedroom cabin only 50 ft from beach#1
Old Orchard Beach
10.0 out of 10, Exceptional, (11 reviews)
"It was the perfect little place to stay for our anniversary!"
United States
Haley W.
The price is CA $196
CA $359 total
includes taxes & fees
Nov 17 - Nov 18
Adorable 1 bedroom cabin only 50 ft from beach#1
A room with a bed, a round wooden table, a ceiling fan, a TV on the wall, and a door leading to another room.

12. Sleeps 5 • 2BR • OOB • 10-min walk to Pier & Beach

Sleeps 5 • 2BR • OOB • 10-min walk to Pier & Beach
Old Orchard Beach
7.2 out of 10, Good, (12 reviews)
"Super comfortable beds! Small cozy cottage, but with so much to do in town who needs more space?"
United States
John G.
The price is CA $214
CA $467 total
includes taxes & fees
Nov 12 - Nov 13
Sleeps 5 • 2BR • OOB • 10-min walk to Pier & Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Learn more about Great Diamond Island

Check out Sand Beach and East End Beach—just a couple of the sights around Great Diamond Island.

See all hotels in Great Diamond Island
A calm sea with a sailboat and rocky coastline.

Top reviews in Great Diamond Island

A multi-story building with a sign reading "Embassy Suites." There is a parking lot with marked handicapped spaces and a white van parked in front.
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
Portland

10/10 Excellent

Rien à dire
Canada
Suke Diadibwa
Reviewed August 27, 2026
Embassy Suites by Hilton Portland Maine

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